Commission-Only Sales Closer — Marketing Agency (Uncapped, Leads Provided)

We're a San Antonio creative marketing agency hiring an outbound sales rep to book and run discovery calls with local business owners. We supply the leads, and the pricing. 20–30 hours per week to start, with room to grow if it's working. About us Cherry Media Marketing is a creative agency in San Antonio, Texas. We handle social media management, content production, and paid advertising for local and regional businesses. Restaurants, dental practices, fitness studios, retail, and professional services. Our retainers run $3,000 to $10,000 per month on 3, 6, and 9-month agreements. We have paying clients and a delivery team. What we need is someone whose entire job is filling the top of the funnel. What you'll do Work targeted prospect lists we provide — no scraping, no list building Outbound calling to local business owners (the bulk of the role) Follow-up by email and social to the same contacts Qualify prospects and book discovery calls on our calendar Log everything accurately in our CRM Report weekly on what's working and what isn't Depending on your experience, you may also run the discovery calls yourself over Google Meet. If you're strong on the phone but new to closing, you'll book and we'll close, and we'll train you toward closing. What we provide Targeted lead lists, refreshed regularly and matched to our ideal client profile Company email address and CRM access Call scripts, objection handling guide, pricing sheet, and service packages Case studies and portfolio work to reference A local San Antonio phone number to call from (answer rates are roughly 4x higher than toll-free) Direct access to the founder: you won't wait days for a pricing answer Compensation Hourly: $10–18/hour based on experience, tracked through Upwork. We'll agree a weekly hour cap up front so there are no surprises for either of us. Commission: 10% of the first month's retainer and 5% of each remaining month of the signed initial term, paid as the client pays. On a typical deal — a client signing a 6-month agreement at $3,000/month — that's $300 on month one plus $150 for months two through six. $1,050 on one client, on top of your hourly. What we're looking for Real outbound calling experience, ideally selling services to small businesses Clear, confident, neutral-accent English & Maybe Spanish you'll be calling US business owners who hang up fast on anything that sounds like a call center Ability to work US Central business hours. this is non-negotiable for outbound Comfort with rejection and the discipline to keep dialing after it Accurate CRM habits (if it's not logged, it didn't happen) Strong pluses: Bilingual English/Spanish — a meaningful share of San Antonio business owners prefer Spanish, and this genuinely moves the needle here Experience selling marketing, advertising, or agency services specifically Familiarity with GoHighLevel or similar CRMs What success looks like We measure two things: conversations had and qualified meetings booked. We're targeting 4–6 qualified discovery calls per month within your first 60 days, growing from there. A "qualified" meeting means the prospect matches our client profile, has named an actual marketing problem, has authority to sign, and actually shows up. How we'll start A paid two-week trial at your quoted rate, with a set number of contacts to work through. If the conversation quality is there, we move to an ongoing weekly contract. If it isn't, we part ways cleanly and you've been paid for your time. To apply Please include all of the following: Start your proposal with the word CHERRY so I know you read this. Your outbound calling experience, what you sold, to whom, and at what price point. Roughly how many dials per hour you're comfortable running, and what connect rate you typically see. Whether you speak Spanish. What you think the hardest objection will be selling marketing retainers to a local business owner, and how you'd handle it.